Patents
Literature
Patsnap Copilot is an intelligent assistant for R&D personnel, combined with Patent DNA, to facilitate innovative research.
Patsnap Copilot

75 results about "Fries rearrangement" patented technology

The Fries rearrangement, named for the German chemist Karl Theophil Fries, is a rearrangement reaction of a phenolic ester to a hydroxy aryl ketone by catalysis of Lewis acids. It involves migration of an acyl group of phenol ester to the aryl ring. The reaction is ortho and para selective and one of the two products can be favoured by changing reaction conditions, such as temperature and solvent.

Method for preparing 5-bromo-2-hydroxy-3-nitroacetophenone

The present invention discloses a method for preparing 5-bromo-2-hydroxy-3-nitrophenylethanone. The method comprises that: (1) in the presence of an alkali, tetrachloroethylene is adopted as a reaction solvent, bromophenol completesly reacts with an acetylation reagent to obtain a tetrachloroethylene solution of bromoacetic acid phenolester; (2) Lewis acid is added to the resulting solution from the step (1) to completely carry out a Fries rearrangement reaction to obtain a tetrachloroethylene solution of 5-bromo-2-hydroxy acetophenone; (3) a nitration reagent is added to the resulting solution from the step (2) in a dropwise manner to completely carry out the reaction to obtain the 5-bromo-2-hydroxy-3-nitroacetophenone. According to the preparation method provided by the present invention, the three-step reaction is adopted, the tetrachloroethylenes having the same batch are adopted for purifying the final product, such that the solvent consuming is reduced, the cost is reduced, the post-processing time is shortened and the operation steps are simplified; the toxicity of the tetrachloroethylene is far less than the toxicities of chloroform and carbon tetrachloride, such that the hazards on the human body and the environment are less; the tetrachloroethylene is easy to reclaim; the industrialization is easy to realize.
Owner:ZHEJIANG UNIV

Synthetic method for ultraviolet absorbent namely 4,4'-dihexyloxybenzophenone

The invention discloses a synthetic method for an ultraviolet absorbent namely 4,4'-dihexyloxybenzophenone. The method comprises the following steps: with p-hydroxybenzoic acid as a starting material, carrying out acetylation to protect hydroxy; carrying out a Fredel-Crafts reaction of p-acetoxybenzoic acid and phenol under the catalysis of zinc chloride and phosphorus oxychloride so as to synthesize an intermediate namely phenyl p-hydroxybenzoate; then carrying out deacetylation to remove the protective group, and carrying out Fries rearrangement so as to prepare an intermediate namely 4,4-dihydroxybenzophenone; and forming a salt with 4,4-dihydroxybenzophenone and potassium carbonate, and carrying out a Williamson reaction of 1-bromohexane and the potassium salt of 4,4-dihydroxybenzophenone through catalysis of tetrabutylammonium bromide so as to synthesize the 4,4'-dihexyloxybenzophenone. The synthetic method provided by the invention has the advantages of mild reaction conditions, normal pressure, medium and low temperature, stable quality control, high raw material conversion rate, effective inhibition of side reactions, fewer three wastes, light pollution, and facilitation of protecting the environment and labor of a producer.
Owner:RUDONG JINKANGTAI CHEM CO LTD

Synthetic method for p-hydroxybenzaldehyde

The invention discloses a synthetic method for p-hydroxybenzaldehyde. The synthetic method comprises the following steps: with phenol and formic acid as raw materials, subjecting the raw materials toan esterification reaction under the action of a catalyst A so as to produce phenyl formate; and subjecting phenyl formate to a Fries rearrangement reaction under the action of a catalyst B so as to produce p-hydroxybenzaldehyde. According to the invention, the conversion rate of the raw materials is high, product yield is high, and the method is novel method for preparing p-hydroxybenzaldehyde from phenol and formic acid; and phenol and formic acid undergo the esterification reaction under the action of the catalyst A so as to produce phenyl formate, phenyl formate undergoes the Fries rearrangement reaction under the action of the catalyst B so as to produce p-hydroxybenzaldehyde, and then recrystallization and purification are carried out, so product purity can reach 99% or more, and overall product yield is as high as 95%. The method uses widely available raw materials and cheap and easily available catalysts, and is simple in reaction process, free of severe requirements on production equipment, low in equipment investment and convenient for industrial application.
Owner:THE NORTHWEST RES INST OF CHEM IND
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products